Table 1.
entry | amines [5.0 equiv]a | amidine products | yield [%]b |
---|---|---|---|
1 |
11 12 |
87 | |
2 | 92 | ||
3 |
13 14 15 |
50 | |
4 | 71 | ||
5 | 22 | ||
6 | 16 | 30 | |
7 |
17 18 |
≥95 | |
8 | ≥95 |
All entries utilized ynamide 8a except in entry 8, Ph-substituted ynamide 8b was used. All reactions employed 5.0 mol % PdCl2(PPh3)2, 1.0 equiv K2CO3, THF [conc = 0.05 M], 80 °C, 5–8 h.
Isolated yields.